Orange to brown dye.



To all whom it may concern:

' .lye. .These dyestuffs are known in com- U I ED sures dyestuffs are obtained which 'i astness to light PATENT o IoE- aneosr BLANK'AND 'WLADIMI R RODIONOilV, or LEVERKUSEN, 'ivnaa "eoLoeiiE, GERMANY, ASSIGNORS T0 FARZBENFABRIKEN VORM'. Parana. BAYER a cw or ELBERFELI), GERMANY, A CORPORATION or GERMANY. I A

ORANGE T0 BROWN DYE.

Specification of Letters Patent. Application filed October 14, 1909. Serial Patented Mar. 1, 1910.

No Drawing. No. 522,617.

with an orange color, and which is soluble in concentrated sulfuric acid with a bluishred color being precipitated inv the shape of orange flakes'by the addition of water. It dyes unmordanted cotton orange shades.

Other hetero cyclic aniins may be used c. g.

' Be it known that we, AUGUST BLANK and WLADIMIR RODIONOW, chemists, citizens of, respectively, Germany and Russia, residing at Leverkusen, near Colo e, Germany, have invented new and usefu Improvements in New Dyestulfs, of which the following is a specification.

We have found that new and valuable by treating with hetero cyclic amins the known dyestuffs which can be obtained by treating pa'ranitro-toluene sulfonic acid withcaust-ic soda sulfonic acid, xylidinprimnlin sulfonic acid, etc.

We claim:

1. The hereindesci-ibed new dyestuffs obtainable by condensing with hetero cyclic amins the dyes which are roduced by treating paranitrotol'uene sul fonic acid with caustic soda lye, which dyestuffs are after being driedand pulverized brownishpow ders soluble in water brown color and dyeing unmordanted cotton from orange to brown shades fast to light and to the action of oxidizing substantially as described.

2. The herein described new dyestuff-,obtainable bycondensing direct yellow with dehydrothiotoluidin suli'onic acid, which dyestufi is after being dried and pulverized 1a yellowish-brown powder, which is soluble in water with an oran e color, soluble in concentrated sulfuric acid with a. bluish-red color, being precipitated in the shape of orange flakes from such a solution by addition of water and dyeing unmordanted cotton oran shades, substantially as described.

In testimony whereof we have hereunto set our hands in the presence of two subscribing n-ierce as curcuinin S, direct yellow, sun yellow etc. They are chemically azoxystilbene disulfonic acid or azoazoxydistilbene disulfonic acid. '(Green, Journal 0 Chemz'ca-l Society 89 p; 1610). i

The new dyestufi's thusobtained are after being dried and pulverized brownish powders soluble in water with from a yellow to brown .color and dyeing unmord-anted cotton from yellow to orange to brown shades are distinguished by their excellent and their fastness to oxidiz-- mg agents. i I

Example: Direct yellow (azoazoxydistilbene disulfonic acid) obtained from'TOparts .by weight of para-n1tro-tolueme sulfonic acid (sodium salt) is stirred up with water and. 29.5 parts of dehydrothiotqluidin sulfonic acid (NIL-salt), 50 parts f 30 per cent. caustic soda lye and 1000 pats of water are added. The resulting mixtui, is then heated ltneSSes.

, to oiling for 20-hours in a {vessel provided a i with a reflux condenser andui stirrer. The 'i' solution is neutralized with mineral acid and j T the dyestuif is precipitated with salt. It is. Witnesses: after; being dried and pulverized a yellow- O'rro Kiimo,

CHAS. J. Warner.

ish-brown powder which is soluble in water dehydrothioxylidin sulfonic acid, priinnlin a gents,

with an orai'ige to 

